An aerial view of a city with a prominent building complex, surrounded by dense greenery and a river.

Find 5 Star Hotels in Maitland, FL from $100

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Check availability on Maitland 5 Star Hotels

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Maitland 5-star hotels

A resort with multiple swimming pools, lounge areas, and a modern building with balconies.

1. Conrad Orlando at Evermore

Conrad Orlando at Evermore
5.0 star property
Orlando
9.6 out of 10, Exceptional, (610 reviews)
"Wonderful stay, everything was as advertised!"
United States
YASIR
$500 nightly
The price is $562
Oct 30 - Oct 31
Total with taxes and fees
Conrad Orlando at Evermore
A poolside area with a wooden gazebo, lounge chairs, and a table.

2. The Ritz-Carlton Orlando, Grande Lakes

The Ritz-Carlton Orlando, Grande Lakes
5.0 star property
Orlando
9.2 out of 10, Wonderful, (1,007 reviews)
"Great hotel!"
United States
Teresa
$534 nightly
The price is $601
Nov 25 - Nov 26
Total with taxes and fees
The Ritz-Carlton Orlando, Grande Lakes
A hotel with a central courtyard, a reflective pool, and a large building with a prominent entrance.

3. Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
5.0 star property
Golden Oak
9.6 out of 10, Exceptional, (972 reviews)
"One of the best hotels I have ever stayed in. Absolutely superb."
United States
Caroline
$1,465 nightly
The price is $1,648
Nov 1 - Nov 2
Total with taxes and fees
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
A modern indoor pool area with a dining setup and a view of the ocean.

4. The Ritz-Carlton Residences Orlando, Grande Lakes

The Ritz-Carlton Residences Orlando, Grande Lakes
5.0 star property
Orlando
The Ritz-Carlton Residences Orlando, Grande Lakes
A balcony with wicker chairs and a decorative wall piece, overlooking a residential area with buildings and greenery.

5. Deluxe 3 Bedroom Apartment Vista Cay Resort 404

Deluxe 3 Bedroom Apartment Vista Cay Resort 404
5.0 star property
Orlando
6.0 out of 10, (2 reviews)
"They just cancelled my trip without any notifications. When i spoke to the seller, it looks like they want you to book directly on their portal. Hotels.com should remove such postings"
United States
Ramesh
Deluxe 3 Bedroom Apartment Vista Cay Resort 404
A swimming pool with clear blue water, surrounded by palm trees and lounge chairs.

6. Vista Cay Dream

Vista Cay Dream
5.0 star property
Orlando
Vista Cay Dream
Pool

7. Penthouse Cabana

Penthouse Cabana
5.0 star property
Orlando
Penthouse Cabana
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Maitland.
Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

9300 Jeff Fuqua Boulevard Orlando FL
$220 nightly
The price is $248 total per night from Nov 25 to Nov 26
$248 total
Nov 25 - Nov 26
Total with taxes and fees
9.4/10 Exceptional! (4,587 reviews)
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Maitland

Stroll along the boardwalk at Lake Lily Park where weekend farmers markets showcase local treats and artisan crafts. Art lovers shouldn't miss the Maitland Art Center's Mayan-inspired architecture and rotating exhibits, while paddlers can explore peaceful waterways connecting the city's chain of lakes.

See all hotels in Maitland
A river winding through a town with a bridge, surrounded by greenery and buildings.

Top Maitland Hotel Reviews

Find out more about Maitland

Pamper your every desire on your upcoming escape. After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Maitland so popular in the last year. There's no reason to delay a getaway to Maitland any longer. Furthermore, you'll find that these hotels are kept in fantastic condition and provide a fine place to lay your head at night. Reserve one of our 5-star hotels in Maitland and indulge in the finer things in life for a while. Don't wait any longer!

Get a Great Deal on 5-Star Hotels in Maitland

Don't be afraid to be pampered during your trip, along with the best conditions. Excellent service, delicious meals, and personalized service are all ready for you. You're sure to find exactly the accommodation you need. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to lay your head at night. How do you want to relax? A full-body massage to help your cares fall away? A concierge to help you pick out your next adventure? Comfortable beds, piping hot coffees, and even space for your family pet in some cases...these hotels will leave you amazed.

You won't sleep and order room service the entire time, though. We've got you covered. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. Whatever you plan to do, the 5-star hotels in Maitland are the perfect place to rest up after a busy day. Ready to learn more? Then check out the many reviews left by previous guests -- you can take their word for it!

Your Getaway Starts Today

The results are in, and Maitland 5-star hotels are the place to be when you book your next vacation. Additionally, these accommodations are highly rated -- 90% of visitors recommended 5-star hotels in Maitland! Expedia can help you land a great deal on accommodation. It's time to indulge yourself. Select one of the 5-star hotels in Maitland today and settle down in luxe surroundings tomorrow.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Maitland?
The amount you pay for a 5-star hotel in Maitland depends on factors like when you plan to travel and the length of your getaway. An insider tip for landing the best deal? Use our pricing filters to compare all of the available options for your selected dates.

  • Search for the lowest price per night from $100

What makes a hotel 5 stars in Maitland?
From high-end restaurants and all-day fitness centers to swimming pools and premium bedding, the 5-star experience in Maitland is all about relaxation and luxury. But it takes more than just upscale amenities to receive a 5-star rating. Accommodations must also offer extraordinary guest services like beauty treatments, on-site dry cleaning and laundry and room service any time night or day.
Are there any 5-star all-inclusive resorts in Maitland?
Find an indulgent escape that includes your lodging, meals, drinks and entertainment in Maitland with Expedia's filters. Search for resorts with a 5-star rating and click on the "All inclusive" filter. Be sure to check what's included in the price. This way, you'll be ready to maximize the premium perks on offer from the moment you arrive.

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